There’s something adventurous about pulling off the street and stopping to eat at a roadside restaurant. Sometimes you just want to chow down on something convenient and delicious, and these roadside spots across the state fit the bill. Check out some of the best places to pull over and order up in Massachusetts.
1. The Bistro Box, Great Barrington
This roadside eatery in Great Barrington has it all: an amazing location complete with picnic tables and umbrellas, a charming shack-style storefront and mouthwatering grub. You can get all the classics here like burgers, fries, sandwiches and fried pickle chips. Don’t miss their Maple Valley Creamery ice cream and beverage specials like blueberry lemonade.
(937 South Main Street, Great Barrington)
2. Wagon Wheel Restaurant, Gill
The next time you’re traveling down Route 2, be sure to stop at this fun roadside eatery. All food is made to order with huge variety and portions, including vegetarian options like homemade veggie burgers and salad. The specialize in down-home comfort food that will fill your belly. The indoor atmosphere is unbeatably cozy and warmed by an old-fashioned wood stove during the cooler months. If you’re stopping by on a sunny day you can take your feast outside to their picnic tables. (39 French King Highway, Gill)
3. Smokey Bros, Shelburne
This roadside barbecue joint offers fall-off-the-bone ribs, pulled pork, cornbread and everything else you’d expect to find at a top-notch Southern eatery. You shouldn’t miss an opportunity to sample their apple and hickory wood wakened ribs with a side of their house BBQ sauce and spicy beans. This is an outdoor dining spot with a lot of heart. (874 Mohawk Trail, Shelburne)
4. Johnny's Roadside Diner, Hadley
This place is never as crowded as it deserves to be, which is a great thing. Johnny's Roadside Diner excels in classic diner fare with a bit of flair, offering thick milkshakes, perfect grilled cheese and breakfast items that will melt your tastebuds. They have weekday morning breakfast meal specials that will leave you full, happy and caffeinated for under $10. (458 Russell Street, Hadley)
5. The Mountain Barn Restaurant, Princeton
This place proves that "roadside" doesn't have to mean a menu filled with nothing but burgers and onion rings (though I'd never turn up my nose at that). The Mountain Barn Restaurant serves traditional American fare mixed with an eclectic offering of creative dishes. Try their Tuscan chicken pasta with pesto and cheese (pictured) or their scrumptious fish platter. (174 Worcester Road, Princeton)
6. Captain Jack's Roadside Shack, Easthampton
I'll just cut to the chase and tell you that you need to try the onion rings here. They're perfectly seasoned, crispy and served in portions so large you'll have some for the ride home. Captain Jack's Roadside Shack is a little seafood shanty out west that offers food that tastes like it came straight off the boat. Pull over and dig into a pile of fresh seafood at one of their picnic tables. (228 Northampton Street, Easthampton)
7. James’ Breakfast & More, Wrentham
James’ Breakfast & More is a cozy American eatery serving delicious sandwiches, soups, salads nd (of course) breakfast. The dining space is casual and homey, and you can be sure of excellent service that will make you feel like a member of the family. Try ordering their massive skillet breakfast for a belly-busting meal. This spot is closed on Tuesdays. (850 Franklin Street, Wrentham)
8. Ken's Roadside Diner, Gill
This unassuming roadside diner actually serves Polish food to die for. More of a fast food stand than a proper sit-in diner, Ken's is manned by friendly staff that will load you up with delicious food like Polish reubens, cabbage perogies,
sweet and sour sauerkraut and kielbasa patties. (24 French King Highway, Gill)
9. J.R. Brody's Roadside Tavern, Falmouth
This unpretentious watering hole is the perfect place to grab a burger and beer and mingle with locals. Though you won’t find anything too fancy on the menu, everything is cooked with care and served in portions that will definitely leave you satisfied. This place has a warm and friendly atmosphere that just might make it your favorite low-key place to kick back. (734 Teaticket Highway, Falmouth)
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